Oscar Health (OSCR) Director Mario Schlosser Sells 750,000 Shares

What Happened

• Mario Schlosser, a director of Oscar Health (OSCR), exercised stock options and converted derivative securities to acquire a total of 750,000 Class A shares (600,000 on 2026-08-27 and 150,000 on 2026-08-28) and immediately sold those shares in open-market transactions.
• He paid $9.75 per share to exercise 750,000 options (aggregate cost $7,312,500) and sold the shares for gross proceeds of approximately $22,822,500 (600,000 shares at a weighted average $30.34 = $18,204,000; 150,000 shares at a weighted average $30.79 = $4,618,500). Net proceeds after exercise cost are about $15,510,000.
• These were dispositions (sales) rather than purchases — the activity monetized vested options/convertible holdings rather than representing a new bullish purchase.

Key Details

• Transaction dates: 2026-08-27 (600,000 shares) and 2026-08-28 (150,000 shares).
• Exercise price: $9.75 per share for the options exercised (total exercised shares = 750,000).
• Sale prices: weighted averages reported $30.34 (600k shares; range $29.98–$30.73) and $30.79 (150k shares; range $30.59–$30.89). Reporting person can provide per-trade breakdown on request (F3, F4).
• Gross sale proceeds: ~$22.82M; aggregate exercise cost: ~$7.31M; estimated net proceeds: ~$15.51M.
• Shares owned after the transactions: not specified in the provided excerpt of the filing (see full Form 4 for post-transaction holdings).
• Timeliness: Form filed 2026-08-31 for transactions on 2026-08-27/28 — filing appears to be within the usual 2-business-day Form 4 window.
• Notable footnotes: Class B common stock is convertible one-for-one into Class A (F1); some shares relate to RSU vesting (F2); the stock option exercised was fully vested and expires Dec 16, 2029 (F5); Mr. Schlosser disclaims beneficial ownership of shares held of record by a trust except to the extent of any pecuniary interest (F6).

Context

• This pattern (exercise of vested options followed by immediate sale of the acquired shares) is a common way for insiders to realize option gains and does not necessarily signal a change in company outlook. It effectively monetizes the spread between the exercise price ($9.75) and the market price (~$30.3).
• The conversions/exercises were non-cash conversions or option exercises (derivative activity reported separately on the Form 4); the conversion of Class B to Class A is typically a one-for-one, non-cash corporate conversion per the filing (F1).